HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → (1-Formylcyclopropyl)carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid | HCID 688396 | — |
| Reactant | Bis(1-methylpiperazin-2-yl)alumanylium;hydride | HCID 18792082 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1-Formylcyclopropyl)carbamic acid tert-butyl ester | HCID 10352385 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
N-Boc-1-amino-1-cyclopropanecarboxylic acid is dissolved in tetrahydrofuran and stirred at 0° C. under argon. Bis(N-methylpiperazinyl)aluminum hydride is added and the reaction mixture is heated to reflux overnight. Ether is then added, and the excess hydride is quenched with saturated NaCl. The aqueous phase is separated and extracted with ether. The combined organic phases are washed with 2M NaOH, 2M HCl and saturated NaCl. The solution is dried over Na2SO4 and evaporated to yield N-Boc-1-amino-1-cyclopropanecarboxaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04603012 |
| Source dataset | uspto-grants-1986_07 |
| ORD ID | ord-decd03679ba34d4d855457d092862747 |
| Source note | uspto-grants-1986_07 |